Skip to main content
SpringerLink
Log in

Reflections on Routes to Enantioselective Solid Catalysts

  • Published:
Topics in Catalysis Aims and scope Submit manuscript

Abstract

The intellectual and practical challenges of preparing enantioselective solids are discussed and two routes to the possible assembly of chiral inorganic structures highlighted. These synthesis methods are the imprinting of amorphous structures and the crystallization of chiral, crystalline, and microporous materials. For both types of solids, there is the potential to create chirality within the structure that may allow for long-term, robust use in catalytic reactions without significant loss of enantioselectivity.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. K. Fodor, S.G.A. Kolmschot and R.A. Sheldon, Enantiomer 4 (1999) 497.

    Google Scholar 

  2. T. Osawa, T. Harada and A. Tai, Catal. Today 37 (1997) 465, and references therein.

    Google Scholar 

  3. A. Baiker, J. Mol. Catal. A 115 (1997) 473, and references therein.

    Google Scholar 

  4. N. Bellocq, D. Brunel, M. Lasperas and P. Moreau, Stud. Surf. Sci. Catal. 108 (1997) 485.

    Google Scholar 

  5. S.W. Kim, S.J. Bae, T. Hyeon and B.M. Kim, Microporous Mesoporous Mater. 44-45 (2001) 523.

    Google Scholar 

  6. C. Bolm, A. Maischak and A. Gerlach, Chem. Commun. (1997) 2353.

  7. K.J. Stanger, J.W. Wiench, M. Pruski and R.J. Angelici, J. Mol. Catal. A 195 (2003) 63.

    Google Scholar 

  8. M.J. Alcon, A. Corma, M. Iglesias and F. Sanchez, J. Mol. Catal. A 194 (2003) 137.

    Google Scholar 

  9. K.T. Wan and M.E. Davis, Nature 370 (1994) 449.

    Google Scholar 

  10. K. Morgenschweis, E. Polkiehn and W. Reschetilowski, Stud. Surf. Sci. Catal. 108 (1997) 167.

    Google Scholar 

  11. M.E. Davis, Microporous Mesoporous Mater. 21 (1998) 173, and references therein.

    Google Scholar 

  12. See for example, the 2003 Fluka Catalogue.

  13. F. Locatelli, P. Gamez and M. Lemaire, Stud. Surf. Sci. Catal. 108 (1997) 517.

    Google Scholar 

  14. J.H. Koh, A.O. Larsen, P.S. White and M.R. Gagne, Organometallics 21 (2002) 7.

    Google Scholar 

  15. M. E. Davis, A. Katz and W. R. Ahmad, Chem. Mater. 8 (1996) 1820, and references therein.

    Google Scholar 

  16. M. Komiyama, T. Takewaki, T. Mukawa and H. Asanuma, Molecular Imprinting: From Fundamentals to Applications (Wiley-VCH, Weinheim, 2003).

    Google Scholar 

  17. M. E. Davis and R. F. Lobo, Chem. Mater. 4 (1992) 756.

    Google Scholar 

  18. G. M. Schwab and L. Rudolph, Naturwissenschaften 20 (1932) 363.

    Google Scholar 

  19. S. Akabori, Y. Izumi, Y. Fuji and S. Sakurai, Nature 178 (1956) 323.

    PubMed  Google Scholar 

  20. L. Pauling, Am. Sci. 36 (1948) 51.

    Google Scholar 

  21. A. Tramontano, K. D. Janda and R. A. Lerner, Science 234 (1986) 1566.

    PubMed  Google Scholar 

  22. S. J. Pollack, J. W. Jacobs and P. G. Schultz, Science 234 (1986) 1570.

    PubMed  Google Scholar 

  23. K. J. Shea, E. A. Thompson, S. D. Pandey and P. J. Beauchamp, J. Am. Chem. Soc. 102 (1980) 3149.

    Google Scholar 

  24. J. Damen and D. C. Neckers, J. Am. Chem. Soc. 102 (1980) 3265.

    Google Scholar 

  25. A. Katz and M. E. Davis, Macromolecules 32 (1999) 4113.

    Google Scholar 

  26. G. Vlatakis, L. I. Andersson, R. Müller and K. Mosbach, Nature 361 (1993) 645.

    PubMed  Google Scholar 

  27. M. J. Whitcombe, M. E. Rodriguez, P. Villar and E. N. Vulfson, J. Am. Chem. Soc. 117 (1995) 7105.

    Google Scholar 

  28. M. J. Whitcombe and E. N. Vulfson, Adv. Mater. 13 (2001) 467.

    Google Scholar 

  29. A. Katz and M. E. Davis, Nature 403 (2000) 286.

    PubMed  Google Scholar 

  30. S. Ini, J. L. Defreese, N. Parra-Vasquez and A. Katz, Mater. Res. Soc. Symp. Proc. 723 (2002) M2.3.1.

    Google Scholar 

  31. T. Tanimura, N. Katada and M. Niwa, Langmuir 16 (2000) 3858.

    Google Scholar 

  32. J. K. M. Sanders, Chem. Eur. J. 4 (1998) 137.

    Google Scholar 

  33. M. M. J. Treacy and J. M. Newsam, Nature 332 (1988) 249.

    Google Scholar 

  34. W. T. A. Harrison, T. E. Gier, G. D. Stucky, R. W. Broach and R. A. Bedard, Chem. Mater. 8 (1996) 145.

    Google Scholar 

  35. M. J. Gray, J. D. Jasper, A. P. Wilkinson and J. C. Hanson, Chem. Mater. 9 (1997) 976.

    Google Scholar 

  36. J. Yu, Y. Wang, Z. Shi and R. Xu, Chem. Mater. 13 (2001) 2972, and references therein.

    Google Scholar 

  37. D. G. Gin and W. Gu, Adv. Mater. 13 (2001) 1407.

    Google Scholar 

  38. O. Kröcher, R. A. Köppel, M. Fröba and A. Baiker, J. Catal. 178 (1998) 284.

    Google Scholar 

  39. B. Boury, P. Chevalier, R. J. P. Corriu, P. Delord, J. J. E. Moreau and M. W. Chiman, Chem. Mater. 11 (1999) 281.

    Google Scholar 

  40. R. G. Xiong, X. Z. You, B. F. Abrahams, Z. Xue and C. M. Che, Angew. Chem. Int. Ed. 40 (2001) 4422.

    Google Scholar 

  41. Y. Nakagawa, U. S. Patent 5, 271, 922.

  42. R. F. Lobo and M. E. Davis, Microporous Mater. 3 (1994) 61.

    Google Scholar 

  43. M. Yoshikawa, P. Wagner, M. Lovallo, K. Tsuji, T. Takewaki, C. Y. Chen, L. W. Beck, C. W. Jones, M. Tsapatsis, S. I. Zones and M. E. Davis, J. Phys. Chem. B 102 (1998) 7139.

    Google Scholar 

  44. A. Corma, M. J. Diaz-Cabanas, J. Martinez-Triguero, F. Rey and J. Rius, Nature 418 (2002) 514.

    PubMed  Google Scholar 

  45. K. Tsuji, P. Wagner and M. E. Davis, Microporous Mesoporous Mater. 28 (1999) 46.

    Google Scholar 

  46. R. F. Lobo and M. E. Davis, J. Am. Chem. Soc. 117 (1995) 3766.

    Google Scholar 

  47. Y. Kubota, M. M. Helmkamp, S. I. Zones and M. E. Davis, Microporous Mater. 6 (1996) 213.

    Google Scholar 

  48. T. M. Nenoff, S. G. Thoma, P. Provencio and R. S. Maxwell, Chem. Mater. 10 (1998) 3077.

    Google Scholar 

  49. R. F. Lobo, Ph. D. Thesis (California Institute of Technology, California, 1994).

  50. P. Behrens, G. van de Goor and C. C. Freyhardt, Angew. Chem. Int. Ed. 34 (1996) 2680.

    Google Scholar 

  51. I. Bull, L. A. Villaescusa, S. J. Teat, M. A. Camblor, P. A. Wright, P. Lightfoot and R. E. Morris, J. Am. Chem. Soc. 122 (2000) 7128.

    Google Scholar 

  52. M. E. Davis, Nature 417 (2002) 813.

    PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Chemical Engineering, California Institute of Technology, Pasadena, CA, 91125, USA

    Mark E. Davis

Authors
  1. Mark E. Davis
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Mark E. Davis.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Davis, M.E. Reflections on Routes to Enantioselective Solid Catalysts. Topics in Catalysis 25, 3–7 (2003). https://doi.org/10.1023/B:TOCA.0000003093.74240.23

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/B:TOCA.0000003093.74240.23

Search

Navigation